Neuroprotective constituents from the aerial parts of <i>Cannabis sativa</i> L. subsp. <i>sativa</i>

Li, Jia; Wang, Guan; Yu, Qian; Xue, Zhang; Wang, Haifeng; Liu, Hongwei; Zhu, Lingjuan; Yao, Xin‐Sheng

doi:10.1039/d0ra04565a

Cited by 6 publications

(3 citation statements)

References 30 publications

(45 reference statements)

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“…The terpenes and cannabinoids of Cannabis proved also to have neuroprotective proprieties. The neuroprotective effects of 17 compounds present in the aerial parts of Cannabis sativa L. were evaluated in PC-12 cells including p-hydroxybenzaldehyde, (e)-methyl p-hydroxycinnamate and ferulic acid—which showed additional protective effects against H 2 O 2 -induced damage [ 193 ]. Furthermore, di Giacomo, et al [ 147 ] reported the neuroprotective and neuromodulatory effects induced by cannabidiol and cannabigerol in rat Hypo-E22 cells and isolated hypothalamus, whereas Landucci, et al [ 194 ] proved that appropriate concentrations of CBD or CBD/THC ratios can represent a valid therapeutic intervention in the treatment of post-ischemic neuronal death.…”

Section: Resultsmentioning

confidence: 99%

A Comprehensive Review on Cannabis sativa Ethnobotany, Phytochemistry, Molecular Docking and Biological Activities

Hourfane

Mechqoq

Bekkali

et al. 2023

Plants

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For more than a century, Cannabis was considered a narcotic and has been banned by lawmakers all over the world. In recent years, interest in this plant has increased due to its therapeutic potential, in addition to a very interesting chemical composition, characterized by the presence of an atypical family of molecules known as phytocannabinoids. With this emerging interest, it is very important to take stock of what research has been conducted so far on the chemistry and biology of Cannabis sativa. The aim of this review is to describe the traditional uses, chemical composition and biological activities of different parts of this plant, as well as the molecular docking studies. Information was collected from electronic databases, namely SciFinder, ScienceDirect, PubMed and Web of Science. Cannabis is mainly popular for its recreational use, but it is also traditionally used as remedy for the treatment of several diseases, including diabetes, digestive, circulatory, genital, nervous, urinary, skin and respiratory diseases. These biological proprieties are mainly due to the presence of bioactive metabolites represented by more than 550 different molecules. Molecular docking simulations proved the presence of affinities between Cannabis compounds and several enzymes responsible for anti-inflammatory, antidiabetic, antiepileptic and anticancer activities. Several biological activities have been evaluated on the metabolites of Cannabis sativa, and these works have shown the presence of antioxidant, antibacterial, anticoagulant, antifungal, anti-aflatoxigenic, insecticidal, anti-inflammatory, anticancer, neuroprotective and dermocosmetic activities. This paper presents the up-to-date reported investigations and opens many reflections and further research perspectives.

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Section: Resultsmentioning

confidence: 99%

A Comprehensive Review on Cannabis sativa Ethnobotany, Phytochemistry, Molecular Docking and Biological Activities

Hourfane

Mechqoq

Bekkali

et al. 2023

Plants

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“…Thirty-two phytochemicals (1–32) were isolated from the hemp roots extract, and their chemical structures (Fig. 1 ) were elucidated on the basis of spectroscopic analysis (by NMR and MS) and comparisons of the literature reported values as follows: cannabinol (1) (Wang et al, 2017 ); (9 R ,10 S )-6,6,9-trimethyl-3-pentyl-7,8,9,10-tetrahydro-6 H -benzo[ c ]chromene-1,9,10-triol (2) (Li et al, 2020 ); (-)-7 R -cannabicoumarononic acid A (3) (Radwan et al, 2009 ); (9 R ,10 S )-6,6,9-trimethyl-3-propyl-7,8,9,10-tetrahydro-6 H -benzo[ c ]chromene-1,9,10-triol (4) (Li et al, 2020 ); cannabivarin (5) (Wang et al, 2017 ); cannabidiol (6) (Marchetti et al 2019 ); 4-hydroxy-3-methoxybenzaldehyde (7) (Ito et al, 2001 ); 4-hydroxybenzaldehyde (8) (Bouaicha et al, 1994 ); 4-hydroxy-3,5-dimethoxybenzaldehyde (9) (Xue et al, 2013 ); syringic acid (10) (Queirós et al, 2020 ); vanillic acid (11) (Xu et al 2022 ); 2,6-dimethoxyphenol (12) (Goda et al, 1987 ); (2 E )-3-(4-hydroxyphenyl)-2-propenoic acid (13) (Seal, 2013 ); (3 S )-3-hydroxy- β -ionone (14) (DellaGreca et al, 2004 ); (-)-dihydrovomifoliol (15) (Bennett et al, 1990 ); 1 H -indole-3-carboxaldehyde (16) (Wang et al, 2012 ); 3-(4-hydroxyphenyl)-2-propenoic acid ethyl ester (17) (Pizzolatti et al, 2006 ); 4-hydroxyphenethyl trans-ferulate (18) (Fujita et al, 1995 ); 1,2-diguaiacyl-1-ethoxy-3-propanol (19) (Mohammed et al, 2022 ); (+)-4-ketopinoresinol (20) (Chen et al, 2012 ); dadahol A (21) (Devanathan and Stalin 2020 ); (+)-oleanolic acid (22) (He et al, 2021 ), epipseudotaraxastanediol (23) (Hinge et al, 1966 ); 3-epifriedelinol (24) (Sousa et al, 2012 ); 9,12-octadecadienoic acid (9 Z ,12 Z )-friedelin (25) (Zhou & Guo, 2009 ); β -sitosterol (26) (Kadowaki et al, 2003 ); 5 α ,8 α -epidioxy-(22 E ,24 R )-ergosta-6,22-dien-3 β -ol (27) (Gao et al, 2007 ); stigmast-4-en-3-one (28) (Smania et al, 2003 ); 9,12-octadecadienoic acid (9 Z ,12 Z )-methyl ester (29) (Huh et al, 2010 ); α -linolenic acid (30) (Kishino et al, 2003 ); linoleic acid (31) (Yoon et al, 2015 ); and dotriacont-1-ene (32) (Chen et al, ...…”

Section: Resultsmentioning

confidence: 99%

Chemical constituents of industrial hemp roots and their anti-inflammatory activities

Huang

et al. 2023

J Cannabis Res

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Objective Although the chemical constituents of the aerial parts of Cannabis have been extensively studied, phytochemicals of Cannabis roots are not well characterized. Herein, we investigated the chemical constituents of industrial hemp (Cannabis sativa L.) roots and evaluated the anti-inflammatory activities of phytochemicals isolated from the hemp roots extract. Methods An ethyl acetate extract of hemp roots was subjected to a combination of chromatographic columns to isolate phytochemicals. The chemical structures of the isolates were elucidated based on spectroscopic analyses (by nuclear magnetic resonance and mass spectrometry). The anti-inflammatory effects of phytochemicals from hemp roots were evaluated in an anti-inflammasome assay using human monocyte THP-1 cells. Results Phytochemical investigation of hemp roots extract led to the identification of 32 structurally diverse compounds including six cannabinoids (1–6), three phytosterols (26–28), four triterpenoids (22–25), five lignans (17–21), and 10 hydroxyl contained compounds (7–16), three fatty acids (29–31), and an unsaturated chain hydrocarbon (32). Compounds 14–21, 23, 27, and 32 were identified from the Cannabis species for the first time. Cannabinoids (1–5) reduced the level of cytokine tumor necrosis-alpha (by 38.2, 58.4, 47.7, 52.2, and 56.1%, respectively) and 2 and 5 also decreased the interleukin-1β production (by 42.2 and 92.4%, respectively) in a cell-based inflammasome model. In addition, non-cannabinoids including 11, 13, 20, 25, 29, and 32 also showed selective inhibition of interleukin-1β production (by 23.7, 22.5, 25.6, 78.0, 24.1, 46.6, and 25.4%, respectively) in THP-1 cells. Conclusion The phytochemical constituent of a hemp roots extract was characterized and compounds from hemp roots exerted promising anti-inflammatory effects.

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“…This study proved that BDF‐based small molecules were potential candidates for organic optoelectronic materials. Recently, a new low bandgap BDF‐based organic small molecule, namely SMBDF5 , has been synthesized by Liu et al [ 267 ] After optimizing the device heating conditions, a distinguished charge mobility of 7.7 × 10 –2 cm V –1 s –1 was recorded for the SMBDF5 ‐based device, which revealed that BDF‐based small molecule had great room to improve the photovoltaic performance by optimization of devices.…”

Section: Benzodichalcogenophene‐based Materials Used In Oscsmentioning

confidence: 99%

Recent Advances of Furan and Its Derivatives Based Semiconductor Materials for Organic Photovoltaics

Zheng

Huo

2021

Small Methods

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The state‐of‐the‐art bulk‐heterojunction (BHJ)‐type organic solar cells (OSCs) have exhibited power conversion efficiencies (PCEs) of exceeding 18%. Thereinto, thiophene and its fused‐ring derivatives play significant roles in facilitating the development of OSCs due to their excellent semiconducting natures. Furan as thiophene analogue, is a ubiquitous motif in naturally occurring organic compounds. Driven by the advantages of furan, such as less steric hindrance, good solubility, excellent stacking, strong rigidity and fluorescence, biomass derived fractions, more and more research groups focus on the furan‐based materials for using in OSCs in the past decade. To systematically understand the developments of furan‐based photovoltaic materials, the relationships between the molecular structures, optoelectronic properties, and photovoltaic performances for the furan‐based semiconductor materials including single furan, benzofuran, benzodifuran (BDF) (containing thienobenzofuran (TBF)), naphthodifurans (NDF), and polycyclic furan are summarized. Finally, the empirical regularities and perspectives of the development of this kind of new organic semiconductor materials are extracted.

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Neuroprotective constituents from the aerial parts of Cannabis sativa L. subsp. sativa

Abstract: 5 new compounds including 3 new cannabinoids, cannabisativas A–C, 2 new phenolic acids, (7Z,9Z)-cannabiphenolic acid A and (8S,9Z)-cannabiphenolic acid B, together with 12 known compounds, were isolated from the aerial parts of Cannabis sativa L. subsp. sativa.

Cited by 6 publications

References 30 publications

A Comprehensive Review on Cannabis sativa Ethnobotany, Phytochemistry, Molecular Docking and Biological Activities

A Comprehensive Review on Cannabis sativa Ethnobotany, Phytochemistry, Molecular Docking and Biological Activities

Chemical constituents of industrial hemp roots and their anti-inflammatory activities

Recent Advances of Furan and Its Derivatives Based Semiconductor Materials for Organic Photovoltaics

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